DE69714363T2 - Herstellprozess für Typ I Titanylphthalocyanin mit verbesserter Photoleitfähigkeit - Google Patents
Herstellprozess für Typ I Titanylphthalocyanin mit verbesserter PhotoleitfähigkeitInfo
- Publication number
- DE69714363T2 DE69714363T2 DE69714363T DE69714363T DE69714363T2 DE 69714363 T2 DE69714363 T2 DE 69714363T2 DE 69714363 T DE69714363 T DE 69714363T DE 69714363 T DE69714363 T DE 69714363T DE 69714363 T2 DE69714363 T2 DE 69714363T2
- Authority
- DE
- Germany
- Prior art keywords
- acid
- type
- titanyl phthalocyanine
- phthalocyanine
- solution
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Fee Related
Links
- SJHHDDDGXWOYOE-UHFFFAOYSA-N oxytitamium phthalocyanine Chemical compound [Ti+2]=O.C12=CC=CC=C2C(N=C2[N-]C(C3=CC=CC=C32)=N2)=NC1=NC([C]1C=CC=CC1=1)=NC=1N=C1[C]3C=CC=CC3=C2[N-]1 SJHHDDDGXWOYOE-UHFFFAOYSA-N 0.000 title claims description 14
- 238000004519 manufacturing process Methods 0.000 title claims description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 25
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims description 24
- 238000000034 method Methods 0.000 claims description 20
- 239000002253 acid Substances 0.000 claims description 12
- 239000000203 mixture Substances 0.000 claims description 12
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 11
- 229910001868 water Inorganic materials 0.000 claims description 10
- IEQIEDJGQAUEQZ-UHFFFAOYSA-N phthalocyanine Chemical compound N1C(N=C2C3=CC=CC=C3C(N=C3C4=CC=CC=C4C(=N4)N3)=N2)=C(C=CC=C2)C2=C1N=C1C2=CC=CC=C2C4=N1 IEQIEDJGQAUEQZ-UHFFFAOYSA-N 0.000 claims description 9
- JXTHNDFMNIQAHM-UHFFFAOYSA-N dichloroacetic acid Chemical compound OC(=O)C(Cl)Cl JXTHNDFMNIQAHM-UHFFFAOYSA-N 0.000 claims description 8
- PBWZKZYHONABLN-UHFFFAOYSA-N difluoroacetic acid Chemical compound OC(=O)C(F)F PBWZKZYHONABLN-UHFFFAOYSA-N 0.000 claims description 7
- 229960005215 dichloroacetic acid Drugs 0.000 claims description 4
- 229920005989 resin Polymers 0.000 claims description 4
- 239000011347 resin Substances 0.000 claims description 4
- 239000011230 binding agent Substances 0.000 claims description 2
- 238000005406 washing Methods 0.000 claims description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 2
- 239000006185 dispersion Substances 0.000 claims 2
- 239000011248 coating agent Substances 0.000 claims 1
- 238000000576 coating method Methods 0.000 claims 1
- 239000000758 substrate Substances 0.000 claims 1
- 239000000463 material Substances 0.000 description 8
- 239000000049 pigment Substances 0.000 description 4
- 229920002037 poly(vinyl butyral) polymer Polymers 0.000 description 4
- 125000003963 dichloro group Chemical group Cl* 0.000 description 3
- 238000003384 imaging method Methods 0.000 description 3
- PQIOSYKVBBWRRI-UHFFFAOYSA-N methylphosphonyl difluoride Chemical group CP(F)(F)=O PQIOSYKVBBWRRI-UHFFFAOYSA-N 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- 230000032258 transport Effects 0.000 description 3
- 238000011282 treatment Methods 0.000 description 3
- 206010034972 Photosensitivity reaction Diseases 0.000 description 2
- 238000002441 X-ray diffraction Methods 0.000 description 2
- 238000009472 formulation Methods 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 238000003801 milling Methods 0.000 description 2
- 230000036211 photosensitivity Effects 0.000 description 2
- 230000035945 sensitivity Effects 0.000 description 2
- 239000006228 supernatant Substances 0.000 description 2
- -1 1:4 CHX2CO2H/CH2Cl2 Chemical compound 0.000 description 1
- LRMSQVBRUNSOJL-UHFFFAOYSA-N 2,2,3,3,3-pentafluoropropanoic acid Chemical compound OC(=O)C(F)(F)C(F)(F)F LRMSQVBRUNSOJL-UHFFFAOYSA-N 0.000 description 1
- UDANIBGCYQAQDP-UHFFFAOYSA-N 2,2-dichloro-2-fluoroacetic acid Chemical compound OC(=O)C(F)(Cl)Cl UDANIBGCYQAQDP-UHFFFAOYSA-N 0.000 description 1
- JBRZTFJDHDCESZ-UHFFFAOYSA-N AsGa Chemical compound [As]#[Ga] JBRZTFJDHDCESZ-UHFFFAOYSA-N 0.000 description 1
- 229910001218 Gallium arsenide Inorganic materials 0.000 description 1
- 238000010306 acid treatment Methods 0.000 description 1
- 230000009056 active transport Effects 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- HFACYLZERDEVSX-UHFFFAOYSA-N benzidine Chemical compound C1=CC(N)=CC=C1C1=CC=C(N)C=C1 HFACYLZERDEVSX-UHFFFAOYSA-N 0.000 description 1
- 238000005119 centrifugation Methods 0.000 description 1
- 238000012512 characterization method Methods 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- FOCAUTSVDIKZOP-UHFFFAOYSA-N chloroacetic acid Chemical compound OC(=O)CCl FOCAUTSVDIKZOP-UHFFFAOYSA-N 0.000 description 1
- 239000004020 conductor Substances 0.000 description 1
- 239000008367 deionised water Substances 0.000 description 1
- 229910021641 deionized water Inorganic materials 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 150000007857 hydrazones Chemical class 0.000 description 1
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Natural products C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 229920000515 polycarbonate Polymers 0.000 description 1
- 239000004417 polycarbonate Substances 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 229920005596 polymer binder Polymers 0.000 description 1
- 239000002491 polymer binding agent Substances 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000002243 precursor Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 125000005259 triarylamine group Chemical group 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B67/00—Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
- C09B67/0001—Post-treatment of organic pigments or dyes
- C09B67/0014—Influencing the physical properties by treatment with a liquid, e.g. solvents
- C09B67/0016—Influencing the physical properties by treatment with a liquid, e.g. solvents of phthalocyanines
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B67/00—Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
- C09B67/0025—Crystal modifications; Special X-ray patterns
- C09B67/0026—Crystal modifications; Special X-ray patterns of phthalocyanine pigments
-
- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03G—ELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY
- G03G5/00—Recording members for original recording by exposure, e.g. to light, to heat, to electrons; Manufacture thereof; Selection of materials therefor
- G03G5/02—Charge-receiving layers
- G03G5/04—Photoconductive layers; Charge-generation layers or charge-transporting layers; Additives therefor; Binders therefor
- G03G5/05—Organic bonding materials; Methods for coating a substrate with a photoconductive layer; Inert supplements for use in photoconductive layers
- G03G5/0528—Macromolecular bonding materials
- G03G5/0532—Macromolecular bonding materials obtained by reactions only involving carbon-to-carbon unsatured bonds
- G03G5/0542—Polyvinylalcohol, polyallylalcohol; Derivatives thereof, e.g. polyvinylesters, polyvinylethers, polyvinylamines
-
- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03G—ELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY
- G03G5/00—Recording members for original recording by exposure, e.g. to light, to heat, to electrons; Manufacture thereof; Selection of materials therefor
- G03G5/02—Charge-receiving layers
- G03G5/04—Photoconductive layers; Charge-generation layers or charge-transporting layers; Additives therefor; Binders therefor
- G03G5/06—Photoconductive layers; Charge-generation layers or charge-transporting layers; Additives therefor; Binders therefor characterised by the photoconductive material being organic
- G03G5/0664—Dyes
- G03G5/0696—Phthalocyanines
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Physics & Mathematics (AREA)
- Organic Chemistry (AREA)
- General Physics & Mathematics (AREA)
- Spectroscopy & Molecular Physics (AREA)
- Photoreceptors In Electrophotography (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US71902496A | 1996-09-25 | 1996-09-25 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE69714363D1 DE69714363D1 (de) | 2002-09-05 |
| DE69714363T2 true DE69714363T2 (de) | 2003-02-13 |
Family
ID=24888485
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE69714363T Expired - Fee Related DE69714363T2 (de) | 1996-09-25 | 1997-09-25 | Herstellprozess für Typ I Titanylphthalocyanin mit verbesserter Photoleitfähigkeit |
Country Status (2)
| Country | Link |
|---|---|
| EP (1) | EP0832941B1 (fr) |
| DE (1) | DE69714363T2 (fr) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1884544B1 (fr) | 2006-07-31 | 2011-09-07 | Kyocera Mita Corporation | Cristal oxo-titanylphthalocyanine, procédé de production de celui-ci et photorécepteur électrographique |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR976055A (fr) * | 1942-03-27 | 1951-03-13 | Ig Farbenindustrie Ag | Procédé pour mettre en pâte des colorants à base de phtalocyanine |
| US3051718A (en) * | 1960-01-25 | 1962-08-28 | Du Pont | Production of phthalocyanine colors in pigmentary state |
| JPS52935A (en) * | 1975-06-24 | 1977-01-06 | Pentel Kk | Method for preparation of pigment |
| US4709021A (en) * | 1985-11-06 | 1987-11-24 | Basf Corporation | Copper phthalocyanine pigments |
| JPH075846B2 (ja) * | 1986-04-30 | 1995-01-25 | 三菱化学株式会社 | Ａ型オキシチタニウムフタロシアニンの製造方法 |
| US5189156A (en) * | 1991-04-01 | 1993-02-23 | Xerox Corporation | Processes for the preparation of titanium-phthalocyanine Type X |
| US5350844A (en) * | 1993-03-01 | 1994-09-27 | Xerox Corporation | Processes for the preparation of titanyl phthalocyanines |
| DE19505784A1 (de) * | 1995-02-08 | 1996-08-14 | Syntec Ges Fuer Chemie Und Tec | Verfahren zur Herstellung von elektrofotografisch aktivem Titanylphthalocyanin |
-
1997
- 1997-09-25 EP EP97307501A patent/EP0832941B1/fr not_active Expired - Lifetime
- 1997-09-25 DE DE69714363T patent/DE69714363T2/de not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| DE69714363D1 (de) | 2002-09-05 |
| EP0832941B1 (fr) | 2002-07-31 |
| EP0832941A1 (fr) | 1998-04-01 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| DE69417119T2 (de) | Verfahren zur Herstellung von Bildaufzeichnungselementen | |
| DE69012851T2 (de) | Verfahren zur Herstellung eines kristallinen Oxytitan-phthalocyanins. | |
| DE69931220T2 (de) | Elektrophotographisches photoempfindliches Element und Verfahren zu dessen Herstellung | |
| EP0161648B1 (fr) | Matériau d'enregistrement électrophotographique | |
| DE3219765A1 (de) | Trisazoverbindungen und verfahren zu ihrer herstellung | |
| DE2935481A1 (de) | Elektrophotographische platte | |
| EP0137217B1 (fr) | Matériau d'enregistrement électrophotographique et procédé de sa préparation | |
| DE3943602C2 (de) | Elektrophotographisches Aufzeichnungsmaterial | |
| DE1497205C3 (de) | Elektrophotographisches Aufzeichnungsmaterial | |
| DE4304299A1 (fr) | ||
| DE69512179T2 (de) | Elektrophotographische Aufzeichnungselemente und ihr Herstellungsverfahren | |
| DE19612681B4 (de) | Elektrophotographisches Aufzeichnungsmaterial und Verfahren zu dessen Herstellung | |
| DE69124061T2 (de) | Verfahren zur Herstellung von kristallinem Oxytitanphthalocyanin | |
| DE69714363T2 (de) | Herstellprozess für Typ I Titanylphthalocyanin mit verbesserter Photoleitfähigkeit | |
| DE2005268C3 (de) | Verfahren zur Fixierung eines Tonerbildes | |
| DE69127668T2 (de) | Fotoempfindliches Material für die Elektrofotografie und seine Herstellung | |
| DE19832082B4 (de) | Aluminium-Substrat für ein elektrophotographisches Aufzeichnungsmaterial und elektrophotographisches Aufzeichnungsmaterial, das das Aluminimum-Substrat enthält | |
| DE10152122B4 (de) | Phthalocyanin-Zusammensetzung, Verfahren zu deren Herstellung und Elektrofotografischer Fotorezeptor | |
| DE69126058T2 (de) | Lichtempfindliches Material für Elektrophotographie | |
| DE69216978T2 (de) | Photoleitfähiges Element für Elektrophotographie | |
| DE1447934A1 (de) | Verfahren zum Herstellen photoleitender Gemische zur Verwendung fuer elektrophotographische Druckplatten | |
| DE2747143A1 (de) | Elektrofotografische lichtempfindliche teile | |
| DE2932272A1 (de) | Verfahren zur herstellung eines elektrofotografischen elementes | |
| DE1921246B2 (de) | Elektrophotographisches aufzeichnungsmaterial | |
| DE19806046A1 (de) | Elektrofotografischer Fotoleiter und Verfahren zur Herstellung desselben |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| 8364 | No opposition during term of opposition | ||
| 8339 | Ceased/non-payment of the annual fee |